Director of Sales – Retail Hunter Work Model: Hybrid – 2 days onsite at client/end-customer locations Employment Type: Full-Time / Permanent Overview We are seeking a high-impact, enterprise sales hunter to drive net-new retail client acquisition across North America. This role is focused on building pipeline, opening strategic enterprise accounts, and closing large-scale digital transformation engagements within the retail sector. This is not an account management or farming role. The ideal candidate is a true hunter with a proven track record of generating enterprise opportunities from scratch, building executive relationships, and closing complex IT services and transformation deals. The Director of Sales will lead Account-Based Marketing (ABM) efforts within targeted retail accounts while partnering closely with SDR/BDR resources, presales, delivery leadership, and alliance teams to accelerate pipeline and revenue growth. Key Responsibilities Enterprise Business Development
Drive net-new logo acquisition within the retail industry across North America
Develop and execute strategic territory and named-account plans
Build and manage enterprise sales pipeline through proactive outreach and relationship development
Create multi-threaded engagement strategies targeting CIOs, CTOs, CDOs, CMOs, VP Digital, VP Stores, and other executive stakeholders
Lead complex sales cycles from prospecting through contract execution
Account-Based Marketing (ABM) Strategy
Execute ABM-led sales motions aligned to retail sub-verticals including:
Specialty Retail
Grocery
Fashion/Apparel
Big Box Retail
Direct-to-Consumer (DTC)
Collaborate with marketing teams on targeted campaigns and executive outreach initiatives
Leverage industry conferences and networking events including NRF, Shoptalk, Groceryshop, Dreamforce, Oracle events, and similar forums to generate pipeline opportunities
Team & Cross-Functional Leadership
Manage and mentor SDR/BDR resources to drive qualified meeting generation
Partner with:
Technical consultants
Presales and solution architecture teams
Delivery leadership
Alliance and partner organizations
Coordinate onsite and offshore teams throughout the sales lifecycle
Lead solution discussions, proposal development, and deal strategy sessions
Solution & Services Selling Drive enterprise sales across a portfolio including:
Digital Commerce & Composable Commerce
Salesforce Commerce Cloud (SFCC)
commercetools
Adobe Commerce
Unified Commerce & Store Modernization
Oracle Retail solutions (Xstore, Merchandising)
AI & Analytics solutions
Cloud migration and modernization initiatives
Data, API, and microservices transformation programs
Must be capable of selling both project-based transformation engagements and managed services solutions. Required Qualifications
10+ years of experience selling IT services, digital transformation, or consulting solutions
10+ years of experience within the retail industry ecosystem
Proven success as an enterprise hunter with consistent quota attainment and new logo wins
Experience selling solutions related to:
Salesforce Commerce Cloud (SFCC)
commercetools
Adobe Commerce
Oracle Retail / Store Systems
Unified Commerce / Omnichannel transformation
Cloud modernization
AI, analytics, or data-driven solutions
Experience managing or mentoring SDR/BDR teams
Strong Account-Based Marketing (ABM) experience
Experience working within global delivery models and coordinating offshore teams
Excellent executive communication and relationship-building skills
Preferred Competencies
Hunter mentality with a highly proactive, pipeline-driven approach
Strong executive presence and C-level engagement skills
Ability to orchestrate complex enterprise sales pursuits
Deep understanding of retail operations and digital retail transformation
Strong collaboration skills across matrixed onsite/offshore organizations
High level of CRM discipline, forecasting accuracy, and pipeline management
Ability to strategically leverage industry events to accelerate business development
Equal Opportunity Employer Metasys Technologies is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, disability status, or any other protected characteristic under applicable law.